76326-95-9Relevant academic research and scientific papers
Efficient Direct Aromatic Amination by Parent Nitrenium Ion. Photolyses of 1-Aminopyridinium and 1-Aminoquinolinium Salts and Effect of Crown Ethers
Takeuchi, Hiroshi,Higuchi, Dai,Adachi, Taki
, p. 1525 - 1529 (2007/10/02)
Photolyses of 1-aminopyridinium salts 1a-f, 2-aminoisoquinolinium salt 2 and 1-aminoquinolinium salts 3a-f gave aniline 4 or a mixture of 2-, 3- and 4-toluidines 5a-7a in benzene-trifluoroacetic acid (TFA) or in toluene-TFA, respectively.The use of 1-aminoquinolinium perchlorate 3a showed the highest yield in these photolyses.Irradiation of 3a in the presence of ethylbenzene, p-xylene, mesitylene, anisole and chlorobenzene similarly yielded arylamines.The yields of arylamines were generally increased in the presence of a small amount of crown ether.The aromatic amination is discussed in terms of the intermediacy of a parent nitrenium ion.
